Moderator

I went through a dozen or so single chests without gaining any progress, and then the first two double chests I looted gave me a percentage.

Another note: you can only earn progress by clicking and dragging from chests; shift-clicking items into your inventory doesn't do anything, even from double chests.

EDIT: I also found that since looting doesn't count from double chest, this also applies to the achievements for looting tier 4 guns and diamond armor pieces. i.e. when looting diamond boots from a single chest, you don't get the achievement for finding diamond armor

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